85260-02-2

Upstream product

• 54974-07-1 phthalimidesulfenyl chloride 
• 98-86-2 acetophenone 

Downstream Products

• 28713-50-0 1-mercapto-2-phenyl-2-hydroxyethane 
• 80738-10-9 2-Benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiopyran 
• 193743-67-8 2-(2-Oxo-2-phenyl-ethanesulfinyl)-isoindole-1,3-dione 
• 131497-54-6 2-Benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiopyran 1-oxide 
• 96745-96-9 trans-2-benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiapyran 1-oxide 
• 96745-95-8 cis-2-benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiapyran 1-oxide 

Relevant academic research and scientific papers

α-Oxosulfines part 3. Generation and trapping of α-Oxothioaldehyde S- oxides

α-Oxothioaldehyde S-oxides 4a-f can be generated under very mild conditions from the corresponding sulfinyl compounds 3a-f, which in turn are obtained by m-chloroperoxybenzoic acid (MCPBA) oxidation of α- oxothiophthalimides 2a-f. The reactive sulfine intermediates can be trapped as electron-poor dienophiles as well as electron-poor dienes with formation of dihydrothiopyran S-oxides 5a-e or 1,4-oxathiin S-oxides 6a-f, respectively.

α-Oxosulfines: New Generation Methods and Reactivity

α-oxothiophthalimides 2 can be oxidised the corresponding sulfinimides 3 with m-chloroperoxybenzoic acid.Derivatives 3 in the presence of catalytic amount of pyridine generate the α-oxosulfines 4 which can be trapped by diene 5 to give dihydrothiopyranes 6 as mixture of diastereoisomers.The method appears simple and general since alkyl, aryl and hetroaryl substituted thiophthalimides can be fruitfully used.

Phthalimidosulfenyl chloride. Part 5. Reaction with enolizable carbonyl compounds and synthesis of functionalized thiones

β-Ketothio derivatives 4, prepared by reaction of phthalimidosulphenyl chloride with enolizable carbonyl compounds, afford, in presence of pyridine, unstable functionalized thiones which can be trapped with 1,3-dienes to give the corresponding cycloadditi